Quite the Starting Lineup! Inside Olivia Culpo’s Dating History: From Athletes to Musicians

It’s raining men! Olivia Culpo is known for her stunning looks and heavy media presence, but she should also be praised for her impressive dating history, too.

While she doesn’t speak much publicly about her relationships, Olivia is set to reflect on a past relationship in her November 2022 Culpo Sisters reality series.

“I was with somebody that did really horrible, horrible things,” she shared in the TLC show’s trailer. “I was made to feel like a less-than-human in every sense of the word. I’ve never talked about it before.”

The 2012 Miss USA winner has dated multiple men in the entertainment industry and sports world, from Nick Jonas to former NFL star Tim Tebow. Nowadays, she’s happily in love with the Carolina Panthers running back Christian McCaffery.

After sparking relationship speculation in May 2019, Olivia and the NFL star went public with their relationship in January 2020. Throughout their two-year relationship, the couple have traveled the world and seemingly fallen more in love with one another as they returned from another getaway.

“One of my fave trips ever,” the influencer’s April 2021 Instagram caption read. “No phone, just a disposable camera and my [love] exploring Mother Nature.” 

The couple made the most of the lockdown and held a prom with their “quarantine crew” in May 2020. They hosted the party with their families, and Christian even asked her to the backyard event with a traditional prom sign.

While she’s now cheering her man on the sidelines, Olivia has been the muse of other well-known artists in the past. The Reprisal actress dated the youngest Jonas Brother member from August 2013 to June 2015, and things got pretty serious between the two during that time.

They were so in love that she appeared in one of his music videos and Nick even wrote a song about her! During a 2017 interview with Fuse, the singer revealed that his 2014 hit song, “Jealous,” was inspired by a night out with Olivia. 

“We were out somewhere, and someone was staring at her for a little bit too long,” he explained. 

“It was uncomfortably long,” he added. “I kind of got in my head about it for a moment. That’s been the really interesting thing about this song and the whole idea of jealousy: It’s not the best character trait, but it’s a very human thing.”

While it seemed like the pair were going to take the next step in their relationship, they called it quits in 2015 and The Voice alum opened up about the breakup with Entertainment Tonight in May 2016.

“It’s always hard, and my thing now is focusing on my work and staying as busy as I can, as creative as I can be. These are the times you’ve just got to dive in and get lost in your work,” he said. 

Keep reading to learn more about Olivia’s dating history!


Olivia and the Olympic gold medalist swimmer sparked relationship rumors in September 2012. 

Although she hasn’t spoken out about the athlete, he gushed over the Rhode Island native the same month. “She is beautiful. I love hanging out with her,” he told E! News. “She has a great sense of humor, she makes me laugh, she’s just a good girl to hang out with.”

He even praised her for becoming Miss USA a year into her entering the pageant world. 


The two were so serious that she thought he was going to pop the big question, especially after he knelt down on one knee to her in the middle of the 2014 Miss Universe pageant. 

After they broke up in 2015, Olivia revealed her true feelings in an emotional Instagram post. “Your heart just breaks, that’s all,” her June 2015 caption read. “Heartbreak is hard but you find more and more things to be grateful for every day,” she continued.

“One of those things is all of you,” she added. “Thank you all. Yes I’m going to be okay and I love u guys so so much. Everyday is a blessing.”


The Other Woman actress dated the former athlete for a short three-month period. Tim became deeply devoted to his faith at the time and was practicing celibacy, however, that was a dealbreaker for Olivia.


Olivia and the NFL wide receiver had quite the toxic relationship from April 2016 to March 2018. After their breakup, Danny posted a lengthy rant on Instagram, deep diving into their past relationship.

“I believe there should be a boundary btw private life and social media. Olivia believes in fishbowl lifestyle. This fundamental difference was huge in our relationship,” he said.

“Olivia chooses and wants to be noticed on the internet and in Hollywood to make money. Which was hard for me to understand but quickly had to learn. Whereas the cost of fame in this world doesn’t appeal to me. I play ball for one reason and that’s RESPECT.”


The Sports Illustrated model was seen dancing in the DJ’s arms at Coachella in 2019, however, their romance didn’t progress any further.


Olivia is happily dating the NFL star after nearly two years of dating. “Thank you for changing my life and showing me the kind of love I always wanted but never thought was possible,” she said in a sweet 2020 Valentine’s Day tribute. “You are the definition of an answered prayer. I am the luckiest girl in the world”